Article
Chemistry, Multidisciplinary
Ming-Shuang Li, Mao Quan, Xi-Ran Yang, Wei Jiang
Summary: This study discovers that hydrophobic cavity can strongly bind highly hydrophilic molecules in water. The hydrophobic effect, through releasing cavity water and occupying weakly hydrated cavity, is the major contributor to the binding.
SCIENCE CHINA-CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Yun Lu, Zhichao Yu, Xinan Yang, Jingjing Dai, Peihui Shan, Xianhao Feng, Zhu Tao, Carl Redshaw, Xin Xiao
Summary: The binding interactions between 4-aminopyridine (4-AP) and a series of cucurbit[n]urils (Q[5], Q[6], TMeQ[6], Q[7], Q[8]) were investigated using various techniques. The results showed that only the Q[5]@4-AP complex exhibited exo binding while the other hosts formed different types of complexes. X-ray crystallography provided detailed information on the binding modes of Q[n]s with 4-AP. The study revealed the importance of cavity size in determining the stability of the complexes. Overall, the research provides valuable insights into the binding properties of cucurbit[n]urils with 4-AP. (c) 2023 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.
CHINESE CHEMICAL LETTERS
(2023)
Article
Biochemistry & Molecular Biology
Abdalla A. Elbashir, Amira A. Alfadil, FakhrEldin O. Suliman, Ahmed O. Alnajjar
Summary: In this study, the inclusion complexes of cucurbit[n]uril (CB[n], n=6-8) with polyaromatic hydrocarbons (PAHs) Benzo(a)Pyrene (BaP) and fluoranthene (FLT) were examined in aqueous media. The inclusion complexes were characterized and studied using fluorescence and 1H NMR spectroscopy. The 1:1 guest:host complexes were found to be the predominant complexes. Stability constants were determined for the complexes of BaP with CB[6], CB[7], and CB[8] as 2322 +/- 547 M-1, 7281 +/- 689 M-1, and 3566 +/- 473 M-1, respectively. Similarly, stability constants for the complexes of FLT with CB[6], CB[7], and CB[8] were found to be 5900.270 +/- 326 M-1, 726.87 +/- 78 M-1, and 3327.059 +/- 153 M-1, respectively. Molecular dynamics simulations were used to investigate the inclusion process and stability of these complexes in aqueous media. The results showed that stable inclusion complexes were formed between BaP/FLT and CB[7]/CB[8], while CB[6] formed stable exclusion complexes with the PAHs.
Article
Spectroscopy
Kai-Ni Wei, Qian-Jun Zhang, Yun-Qian Zhang, Xi Zeng, Xin Xiao, Ying Huang, Kai Chen, Zhu Tao
Summary: Atypical luminescent compounds emit light due to clustering and have important research value and potential applications. This study systematically investigated the luminescent properties and mechanism of cucurbit[n]urils (Q[n]s) and confirmed their clustering emission. The self-induced outer-surface interactions of Q[n]s were found to be the driving force behind the clustering emission, and certain substances could weaken this effect.
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
(2022)
Article
Chemistry, Multidisciplinary
Wen-Chang Peng, Zhuo Lei, Qi-Han Lin, Yan Wu, Jing-Yu Yang, Hui Wang, Wei Zhou, Dan-Wei Zhang, Zhan-Ting Li, Da Ma
Summary: New acyclic cucurbit[n]urils (ACBs) with eight carboxylate groups have been synthesized. These hosts are highly soluble in water and can form stable inclusion complexes with cationic bitter compounds. ACBs have been confirmed to be non-toxic and biocompatible. Two-bottle preference (TBP) tests on mice show that all ACBs are tasteless to mammals. ACBs have been discovered to mask the bitterness of berberine and denatonium benzoate, but not quinine hydrochloride, due to different binding modes.
Review
Chemistry, Inorganic & Nuclear
Dan Yang, Ming Liu, Xin Xiao, Zhu Tao, Carl Redshaw
Summary: Cucurbit[n]urils have attracted attention for their unique structural and host-guest binding properties, assembling into polymeric species via Q[n]-mediated tertiary host-guest interactions. The review outlines the structural types and various applications of these systems, categorized by Q[n] size and the type of bonding involved.
COORDINATION CHEMISTRY REVIEWS
(2021)
Review
Chemistry, Multidisciplinary
Xiu-Du Zhang, Kai Chen, Wei-Yin Sun
Summary: Cucurbit[n]urils (Q[n]s) are a family of relatively young macrocycles with unique structures that have attracted extensive attention from chemists. They can encapsulate guest species into their cavity, coordinate with metal ions, and form supramolecular architectures. Research is focused on their potential applications in capturing and adsorbing hazardous chemicals in solid-state materials.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
Ming Liu, Yang Zhou, Lixia Chen, Bing Bian, Xin Xiao, Zhu Tao
Summary: The study investigates the interactions of cucurbit[6]uril with different sulfo-calix[n]arenes, and prepares solid fluorescent materials that exhibit selective responses to specific volatile organic compounds.
CHINESE CHEMICAL LETTERS
(2021)
Article
Chemistry, Multidisciplinary
Shang-Wei Yuan, Heng Wu, Xi Nan Yang, Mao-Xia Yang, Yang Luo, Wen Min, Zhen-Feng Lu, Carl Redshaw, Zhu Tao, Xin Xiao
Summary: The use of cucurbit[n]urils to control photochemical reactions in supramolecular chemistry is a new strategy. In an aqueous solution, styrylpyridine derivatives can form supramolecular complexes with cucurbit[7]uril and cucurbit[8]uril. Cucurbit[7]uril inhibits the photo-induced [2 + 2] cycloaddition reaction, while cucurbit[8]uril significantly increases the rate of this reaction.
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Physical
Adam Buczkowski, Justyna Dominikowska, Pawel Urbaniak, Pawel Tokarz, Maria Guc, Grzegorz Schroeder
Summary: The binding interactions between a tripodal ligand TREN and a series of cucurbit[n]urils were investigated in aqueous formic acid solutions. The results showed the formation of dipositive and tripositive adducts, with CB7 homologue binding TREN more strongly than CB6 and CB8 homologues.
JOURNAL OF MOLECULAR LIQUIDS
(2021)
Article
Chemistry, Multidisciplinary
Chao Liu, Ruihan Gao, Yunqian Zhang, Qianjiang Zhu, Zhu Tao
Summary: Cucurbit[n]uril-based supramolecular frameworks constructed from the outer surface interaction of Q[n]s have the characteristics of simplicity, diversity, and modulability. Their simplicity is reflected in their simple composition and preparation methods, while their diversity is shown in the synthesis methods, structural characteristics, and variety of structural directing agents and building blocks used. The modulability is demonstrated through the controllable channel size in the frameworks, adjustable by utilizing different sizes of Q[n]s.
CHINESE CHEMICAL LETTERS
(2021)
Article
Chemistry, Medicinal
Luke M. Jones, Elana H. Super, Lauren J. Batt, Matteo Gasbarri, Francesco Coppola, Lorraine M. Bhebhe, Benjamin T. Cheesman, Andrew M. Howe, Petr Kral, Roger Coulston, Samuel T. Jones
Summary: Viruses can cause diseases and mortality, but certain cucurbit[n]uril homologues, especially CB[7], have shown antiviral effects against a range of viruses. CB[7] acts as a supramolecular virucidal antiviral by interacting with viral surface proteins and the CB[n] cavity, rather than being internalized by cells or using a virustatic mechanism. This finding is significant for the development of future antiviral disinfectants.
ACS INFECTIOUS DISEASES
(2022)
Article
Chemistry, Applied
Chao Zhou, Shuqing Zhang, Yamin Li, Lutao Wang, Qingmeng Liu, Tian Si, Bo Yang
Summary: In this study, inclusion complexes of linalool were prepared using supramolecular inclusion technology. The formation of host-guest inclusion complexes was confirmed through various techniques, and it was found that the complexes exhibited higher thermal stability compared to linalool alone. This study provides a new idea and method for the development of linalool series spices.
FLAVOUR AND FRAGRANCE JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Seong Il Kim, Hyeong Ju Kim, Soo Young Park
Summary: In this study, a highly fluorescent zero-dimensional nano-ring supramolecular organic framework (SOF) was designed using CB[8] as the host and a novel bent-shaped cyanostilbene guest. The host-guest complex successfully formed a macrocyclic hexamer and exhibited significantly enhanced fluorescence (phi(F)=68%) compared to the non-assembled monomer (phi(F)=2%). Unlike other SOFs, this 0D SOF could be uniformly dispersed in water without bundling phenomenon.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Natarajan Sathiyamoorthy Venkataramanan, Ambigapathy Suvitha, Ryoji Sahara, Yoshiyuki Kawazoe
Summary: In this study, the formation of complexes between gemcitabine drug and host cucurbit[n]urils (Q[n]) was investigated using density functional theory (DFT). The most stable configuration was found to be a fully encapsulated complex. Thermodynamic parameters showed that the encapsulation process is spontaneous and driven by enthalpy. Molecular orbital analysis indicated that the encapsulation occurs through physical adsorption. Non-covalent interactions, including hydrogen bonding and C···F interactions, were responsible for stabilizing the complexes. The presence of steric repulsion and weak van der Waals interactions was observed.
STRUCTURAL CHEMISTRY
(2023)
Correction
Chemistry, Physical
Rahul V. Pinjari, Mickael G. Delcey, Meiyuan Guo, Michael Odelius, Marcus Lundberg
JOURNAL OF CHEMICAL PHYSICS
(2015)
Article
Chemistry, Multidisciplinary
Rahul V. Pinjari, Mickael G. Delcey, Meiyuan Guo, Michael Odelius, Marcus Lundberg
JOURNAL OF COMPUTATIONAL CHEMISTRY
(2016)
Article
Chemistry, Multidisciplinary
Satish S. Bhat, Vidyanand K. Revankar, Ayesha Khan, Rahul V. Pinjari, Marek Necas
CHEMISTRY-AN ASIAN JOURNAL
(2017)
Article
Chemistry, Physical
Meiyuan Guo, Erik Kallman, Lasse Kragh Sorensen, Mickael G. Delcey, Rahul V. Pinjari, Marcus Lundberg
JOURNAL OF PHYSICAL CHEMISTRY A
(2016)
Article
Chemistry, Physical
Kristjan Kunnus, Wenkai Zhang, Mickael G. Delcey, Rahul V. Pinjari, Piter S. Miedema, Simon Schreck, Wilson Quevedo, Henning Schroeder, Alexander Foehlisch, Kelly J. Gaffney, Marcus Lundberg, Michael Odelius, Philippe Wernet
JOURNAL OF PHYSICAL CHEMISTRY B
(2016)
Article
Chemistry, Physical
Meiyuan Guo, Lasse Kragh Sorensen, Mickael G. Delcey, Rahul V. Pinjari, Marcus Lundberg
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2016)
Article
Chemistry, Multidisciplinary
Satish S. Bhat, Vidyanand K. Revankar, Rahul V. Pinjari, S. Naveen, Chetana Bogar, Kishor Bhatd, Vitthal A. Kawadee
NEW JOURNAL OF CHEMISTRY
(2017)
Correction
Chemistry, Physical
Rahul V. Pinjari, Mickael G. Delcey, Meiyuan Guo, Michael Odelius, Marcus Lundberg
JOURNAL OF CHEMICAL PHYSICS
(2014)
Article
Chemistry, Physical
Rahul V. Pinjari, Mickael G. Delcey, Meiyuan Guo, Michael Odelius, Marcus Lundberg
JOURNAL OF CHEMICAL PHYSICS
(2014)
Article
Biochemistry & Molecular Biology
Jayshree K. Khedkar, Krishna K. Jagtap, Rahul V. Pinjari, Alok Kumar Ray, Shridhar P. Gejji
JOURNAL OF MOLECULAR MODELING
(2012)
Article
Biochemistry & Molecular Biology
Ishita A. Raja, Vivekanand V. Gobre, Rahul V. Pinjari, Shridhar P. Gejji
JOURNAL OF MOLECULAR MODELING
(2014)
Article
Chemistry, Multidisciplinary
Kirti D. Badave, Shalaka S. Patil, Ayesha A. Khan, Darbha Srinivas, Raymond J. Butcher, Rajesh G. Gonnade, Vedavati G. Puranik, Rahul V. Pinjari, Shridhar P. Gejji, Sandhya Y. Rane
NEW JOURNAL OF CHEMISTRY
(2014)
Article
Biology
Ajay S. Sawant, Sonali S. Kamble, Parshuram M. Pisal, Sanjay S. Sawant, Shrikant V. Hese, Kamini T. Bagul, Rahul V. Pinjari, Vinod T. Kamble, Rohan J. Meshram, Rajesh N. Gacche
Summary: The synthesized N-(4-(substituted)-3-(trifluoromethyl) phenyl) isobutyramides and their N-ethyl analogues have shown promising anticancer activity, as well as dual inhibitory effects on angiogenesis and oxidative stress. The compounds 8 L, 8q, 9n, and 9p exhibited higher inhibitory activity on cancer cell viability than standard methotrexate, and also showed potential to inhibit proangiogenic cytokines. Additionally, in silico molecular docking data provided structural rationale for observed TNF alpha inhibition, highlighting the potential of these derivatives as anticancer agents with multiple mechanisms of action.
COMPUTATIONAL BIOLOGY AND CHEMISTRY
(2021)
Article
Chemistry, Inorganic & Nuclear
Satish S. Bhat, Vidyanand K. Revankar, Rahul V. Pinjari, Vijay Kumbar, Kishore Bhat, Vitthal A. Kawade
Summary: Two water-soluble ruthenium(II) polypyridyl complexes have been synthesized and characterized, and their structural, optical, and cellular imaging properties have been investigated. The complexes exhibit strong emission in aqueous solutions and show low toxicity towards human cancer and kidney cell lines. Fluorescence microscopy confirms their potential for cellular imaging applications.
INORGANIC CHEMISTRY COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Satish S. Bhat, S. Naveen, Vidyanand K. Revankar, N. K. Lokanath, Rahul V. Pinjari, Vijay Kumbar, Kishore Bhat
NEW JOURNAL OF CHEMISTRY
(2020)